data_LO4 # _chem_comp.id LO4 _chem_comp.name Ciglitazone _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H23 N O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "5-({4-[(1-methylcyclohexyl)methoxy]phenyl}methyl)-2H-1lambda~4~,3-thiazole-2,4(3H)-dione" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-03-06 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 333.445 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LO4 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6O68 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal LO4 C10 C1 C 0 1 Y N N 15.051 66.586 9.140 -0.961 0.911 0.410 C10 LO4 1 LO4 C13 C2 C 0 1 Y N N 16.017 69.118 8.667 1.727 1.455 0.054 C13 LO4 2 LO4 C15 C3 C 0 1 Y N N 14.161 67.619 8.944 -0.150 1.153 1.509 C15 LO4 3 LO4 C17 C4 C 0 1 N N N 16.025 71.552 9.413 3.973 0.463 -0.116 C17 LO4 4 LO4 C21 C5 C 0 1 N N N 14.825 72.946 11.160 4.922 -1.862 -0.008 C21 LO4 5 LO4 C01 C6 C 0 1 N N N 16.514 64.814 11.104 -5.077 1.330 0.550 C01 LO4 6 LO4 C02 C7 C 0 1 N N N 16.482 63.837 9.969 -4.509 0.123 -0.198 C02 LO4 7 LO4 C03 C8 C 0 1 N N N 16.214 62.463 10.538 -5.338 -0.133 -1.458 C03 LO4 8 LO4 C04 C9 C 0 1 N N N 17.369 62.057 11.403 -6.790 -0.414 -1.064 C04 LO4 9 LO4 C05 C10 C 0 1 N N N 18.582 61.884 10.537 -6.843 -1.647 -0.159 C05 LO4 10 LO4 C06 C11 C 0 1 N N N 18.992 63.209 9.951 -6.014 -1.391 1.101 C06 LO4 11 LO4 C07 C12 C 0 1 N N N 17.822 63.870 9.243 -4.562 -1.110 0.707 C07 LO4 12 LO4 C08 C13 C 0 1 N N N 15.358 64.238 8.998 -3.057 0.404 -0.592 C08 LO4 13 LO4 C11 C14 C 0 1 Y N N 16.405 66.816 9.090 -0.421 0.937 -0.868 C11 LO4 14 LO4 C12 C15 C 0 1 Y N N 16.888 68.076 8.846 0.922 1.209 -1.043 C12 LO4 15 LO4 C14 C16 C 0 1 Y N N 14.654 68.887 8.710 1.192 1.424 1.328 C14 LO4 16 LO4 C16 C17 C 0 1 N N N 16.578 70.511 8.422 3.192 1.752 -0.140 C16 LO4 17 LO4 C18 C18 C 0 1 N N N 16.480 72.867 9.637 5.352 0.328 -0.262 C18 LO4 18 LO4 N20 N1 N 0 1 N N N 15.827 73.570 10.570 5.848 -0.902 -0.204 N20 LO4 19 LO4 O09 O1 O 0 1 N N N 14.565 65.309 9.394 -2.282 0.643 0.585 O09 LO4 20 LO4 O19 O2 O 0 1 N N N 17.537 73.464 8.984 6.070 1.296 -0.435 O19 LO4 21 LO4 O22 O3 O 0 1 N N N 14.015 73.516 12.146 5.096 -3.059 0.084 O22 LO4 22 LO4 S23 S1 S 0 1 N N N 14.739 71.403 10.492 3.390 -0.974 0.085 S23 LO4 23 LO4 H1 H1 H 0 1 N N N 13.096 67.440 8.973 -0.567 1.129 2.504 H1 LO4 24 LO4 H2 H2 H 0 1 N N N 17.315 64.536 11.805 -6.111 1.130 0.831 H2 LO4 25 LO4 H3 H3 H 0 1 N N N 16.703 65.824 10.713 -4.486 1.513 1.448 H3 LO4 26 LO4 H4 H4 H 0 1 N N N 15.547 64.799 11.628 -5.039 2.208 -0.095 H4 LO4 27 LO4 H5 H5 H 0 1 N N N 15.293 62.487 11.140 -5.300 0.745 -2.103 H5 LO4 28 LO4 H6 H6 H 0 1 N N N 16.097 61.741 9.717 -4.933 -0.993 -1.991 H6 LO4 29 LO4 H7 H7 H 0 1 N N N 17.137 61.108 11.909 -7.195 0.446 -0.531 H7 LO4 30 LO4 H8 H8 H 0 1 N N N 17.560 62.836 12.155 -7.381 -0.597 -1.962 H8 LO4 31 LO4 H9 H9 H 0 1 N N N 18.351 61.182 9.722 -7.878 -1.847 0.121 H9 LO4 32 LO4 H10 H10 H 0 1 N N N 19.408 61.483 11.143 -6.438 -2.507 -0.692 H10 LO4 33 LO4 H11 H11 H 0 1 N N N 19.806 63.048 9.229 -6.419 -0.530 1.634 H11 LO4 34 LO4 H12 H12 H 0 1 N N N 19.343 63.868 10.759 -6.052 -2.269 1.745 H12 LO4 35 LO4 H13 H13 H 0 1 N N N 18.085 64.925 9.075 -4.157 -1.970 0.174 H13 LO4 36 LO4 H14 H14 H 0 1 N N N 17.690 63.366 8.274 -3.971 -0.927 1.605 H14 LO4 37 LO4 H15 H15 H 0 1 N N N 14.702 63.365 8.863 -2.652 -0.456 -1.125 H15 LO4 38 LO4 H16 H16 H 0 1 N N N 15.822 64.500 8.036 -3.019 1.282 -1.237 H16 LO4 39 LO4 H17 H17 H 0 1 N N N 17.094 65.998 9.244 -1.050 0.744 -1.724 H17 LO4 40 LO4 H18 H18 H 0 1 N N N 17.953 68.247 8.795 1.342 1.234 -2.037 H18 LO4 41 LO4 H19 H19 H 0 1 N N N 13.968 69.707 8.559 1.824 1.617 2.183 H19 LO4 42 LO4 H20 H20 H 0 1 N N N 17.673 70.473 8.524 3.338 2.247 -1.100 H20 LO4 43 LO4 H21 H21 H 0 1 N N N 16.315 70.822 7.400 3.540 2.403 0.661 H21 LO4 44 LO4 H22 H22 H 0 1 N N N 16.082 74.508 10.805 6.795 -1.093 -0.296 H22 LO4 45 LO4 H23 H23 H 0 1 N N N 13.609 71.189 9.887 3.103 -1.003 1.399 H23 LO4 46 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal LO4 C16 C13 SING N N 1 LO4 C16 C17 SING N N 2 LO4 C13 C14 DOUB Y N 3 LO4 C13 C12 SING Y N 4 LO4 C14 C15 SING Y N 5 LO4 C12 C11 DOUB Y N 6 LO4 C15 C10 DOUB Y N 7 LO4 O19 C18 DOUB N N 8 LO4 C08 O09 SING N N 9 LO4 C08 C02 SING N N 10 LO4 C11 C10 SING Y N 11 LO4 C10 O09 SING N N 12 LO4 C07 C06 SING N N 13 LO4 C07 C02 SING N N 14 LO4 C17 C18 SING N N 15 LO4 C17 S23 DOUB N N 16 LO4 C18 N20 SING N N 17 LO4 C06 C05 SING N N 18 LO4 C02 C03 SING N N 19 LO4 C02 C01 SING N N 20 LO4 S23 C21 SING N N 21 LO4 C05 C04 SING N N 22 LO4 C03 C04 SING N N 23 LO4 N20 C21 SING N N 24 LO4 C21 O22 DOUB N N 25 LO4 C15 H1 SING N N 26 LO4 C01 H2 SING N N 27 LO4 C01 H3 SING N N 28 LO4 C01 H4 SING N N 29 LO4 C03 H5 SING N N 30 LO4 C03 H6 SING N N 31 LO4 C04 H7 SING N N 32 LO4 C04 H8 SING N N 33 LO4 C05 H9 SING N N 34 LO4 C05 H10 SING N N 35 LO4 C06 H11 SING N N 36 LO4 C06 H12 SING N N 37 LO4 C07 H13 SING N N 38 LO4 C07 H14 SING N N 39 LO4 C08 H15 SING N N 40 LO4 C08 H16 SING N N 41 LO4 C11 H17 SING N N 42 LO4 C12 H18 SING N N 43 LO4 C14 H19 SING N N 44 LO4 C16 H20 SING N N 45 LO4 C16 H21 SING N N 46 LO4 N20 H22 SING N N 47 LO4 S23 H23 SING N N 48 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor LO4 SMILES ACDLabs 12.01 "c2(OCC1(C)CCCCC1)ccc(cc2)CC=3C(NC(=O)S=3)=O" LO4 InChI InChI 1.03 "InChI=1S/C18H23NO3S/c1-18(9-3-2-4-10-18)12-22-14-7-5-13(6-8-14)11-15-16(20)19-17(21)23-15/h5-8,23H,2-4,9-12H2,1H3,(H,19,20,21)" LO4 InChIKey InChI 1.03 VYHNBSGGAFFFLO-UHFFFAOYSA-N LO4 SMILES_CANONICAL CACTVS 3.385 "CC1(CCCCC1)COc2ccc(CC3=[SH]C(=O)NC3=O)cc2" LO4 SMILES CACTVS 3.385 "CC1(CCCCC1)COc2ccc(CC3=[SH]C(=O)NC3=O)cc2" LO4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1(CCCCC1)COc2ccc(cc2)CC3=SC(=O)NC3=O" LO4 SMILES "OpenEye OEToolkits" 2.0.7 "CC1(CCCCC1)COc2ccc(cc2)CC3=SC(=O)NC3=O" # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier LO4 "SYSTEMATIC NAME" ACDLabs 12.01 "5-({4-[(1-methylcyclohexyl)methoxy]phenyl}methyl)-2H-1lambda~4~,3-thiazole-2,4(3H)-dione" LO4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "5-[[4-[(1-methylcyclohexyl)methoxy]phenyl]methyl]-1,3-thiazole-2,4-dione" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LO4 "Create component" 2019-03-06 RCSB LO4 "Initial release" 2019-11-06 RCSB LO4 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LO4 _pdbx_chem_comp_synonyms.name "5-({4-[(1-methylcyclohexyl)methoxy]phenyl}methyl)-2H-1lambda~4~,3-thiazole-2,4(3H)-dione" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##